(E)-5,7-dimethoxy-2-(2-(pyridin-4-yl)vinyl)-chromen-4-one | 1160494-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (E)-5,7-dimethoxy-2-(2-(pyridin-4-yl)vinyl)-chromen-4-one
• 英文别名: 5,7-dimethoxy-2-[(E)-2-pyridin-4-ylethenyl]chromen-4-one
• CAS: 1160494-50-7
• 化学式: C₁₈H₁₅NO₄
• 分子量: 309.321
• InChiKey: RPXNRFRAEGJMPG-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  57.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-吡啶甲醛 、 5,7-二甲氧基-2-甲基-4H-苯并吡喃-4-酮 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (E)-5,7-dimethoxy-2-(2-(pyridin-4-yl)vinyl)-chromen-4-one
  参考文献：
  名称：

  Synthesis of 2-styrylchromones as a novel class of antiproliferative agents targeting carcinoma cells

  摘要：

  A series of 2-styrylchromone analogs were synthesized and examined for their antiproliferative effects on a panel of carcinoma cells. Among the tested agents, only 4m exhibited a moderate activity with an IC(50) value of 28.9 mu M against PC-3 cells which indicates the selectivity of PC-3 cells in response to 2-styrylchromones. In addition, 4q demonstrated the most antiproliferative effect with an IC50 value of 4.9 mu M against HeLa cells. Flow cytometric analysis and DAPI staining revealed that HeLa cells exposed to 4q as low as 5 mu M induced cell death through sub-G1 arrest and DNA fragmentation. Furthermore, CoMFA analysis of tested 2-styrylchromones resulted in a q(2) of 0.459 to generate a 3D-QSAR model on BT483 cell line. Together, these results suggest a potential structural optimization and pharmacological study of 2-styrylchromones. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.01.034

文献信息

• DNA METHYLATION INHIBITORS
  申请人：Chen Ching-Shih

  公开号：US20120157465A1

  公开（公告）日：2012-06-21

  A number of DNA methylation inhibitors are described. The DNA methylation inhibitors were identified using a two-component enhanced green fluorescent protein reporter system to screen a compound library containing procainamide derivatives. The DNA methylation inhibitors can be used for cancer therapy and prevention.
• US8546397B2
  申请人：——

  公开号：US8546397B2

  公开（公告）日：2013-10-01
• [EN] DNA METHYLATION INHIBITORS<br/>[FR] INHIBITEURS DE MÉTHYLATION DE L'ADN
  申请人：UNIV OHIO STATE RES FOUND

  公开号：WO2012087889A2

  公开（公告）日：2012-06-28

  A number of DNA methylation inhibitors are described. The DNA methylation inhibitors were identified using a two-component enhanced green fluorescent protein reporter system to screen a compound library containing procainamide derivatives. The DNA methylation inhibitors can be used for cancer therapy and prevention.